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Showing NP-Card for 2-octadecenoic acid (NP0265737)

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Record Information
Version2.0
Created at2022-09-08 09:49:43 UTC
Updated at2022-09-08 09:49:43 UTC
NP-MRD IDNP0265737
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-octadecenoic acid
DescriptionOctadecenoic acid, also known as 2-octadecenate or C18:1, N-16, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 2-octadecenoic acid is found in Aplysina lacunosa, Arbacia punctulata, Asclepias syriaca, Cervicornia cuspidifera, Erylus formosus, Ganoderma applanatum, Hippophae rhamnoides, Populus nigra, Senegalia pennata and Trichoderma virens. 2-octadecenoic acid was first documented in 2022 (PMID: 36075262). Based on a literature review a significant number of articles have been published on Octadecenoic acid (PMID: 36101347) (PMID: 36080131) (PMID: 36079693) (PMID: 36047239) (PMID: 35841183) (PMID: 35872372).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0265737 (2-octadecenoic acid)


  Mrv1652309082211492D          

 20 19  0  0  0  0            999 V2000
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4276    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1421    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1421    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8565    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
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3D MOL for NP0265737 (2-octadecenoic acid)

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3D SDF for NP0265737 (2-octadecenoic acid)

  Mrv1652309082211492D          

 20 19  0  0  0  0            999 V2000
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4276    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1421    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1421    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8565    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0265737

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)

> <INCHI_KEY>
LKOVPWSSZFDYPG-UHFFFAOYSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.468

> <EXACT_MASS>
282.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.58131018942754

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadec-2-enoic acid

> <JCHEM_LOGP>
7.143543597333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.0255044264493

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.37889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-octadecenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0265737 (2-octadecenoic acid)
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PDB for NP0265737 (2-octadecenoic acid)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      11.193   8.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.198   8.772   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.532   8.002   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.865   8.772   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      33.865  10.312   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      35.199   8.002   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

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3D PDB for NP0265737 (2-octadecenoic acid)
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SMILES for NP0265737 (2-octadecenoic acid)
CCCCCCCCCCCCCCCC=CC(O)=O
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INCHI for NP0265737 (2-octadecenoic acid)
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)
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View in JSmol
Synonyms
ValueSource
2-Octadecenic acidChEBI
2-Octadecenoic acidChEBI
2-Octadecenoic acidsChEBI
2-OctadecensaeureChEBI
C18:1, N-16ChEBI
Octadec-2-enoic acidsChEBI
Octadec-2-ensaeureChEBI
2-OctadecenateGenerator
2-OctadecenoateGenerator
OctadecenoateGenerator
5-Octadecenoic acidHMDB
Chemical FormulaC18H34O2
Average Mass282.4680 Da
Monoisotopic Mass282.25588 Da
IUPAC Nameoctadec-2-enoic acid
Traditional Name2-octadecenoic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC=CC(O)=O
InChI Identifier
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)
InChI KeyLKOVPWSSZFDYPG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aplysina lacunosaLOTUS Database
Arbacia punctulataLOTUS Database
Asclepias syriacaLOTUS Database
Cervicornia cuspidiferaLOTUS Database
Erylus formosusLOTUS Database
Ganoderma applanatumLOTUS Database
Hippophae rhamnoidesLOTUS Database
Populus nigraLOTUS Database
Senegalia pennataLOTUS Database
Trichoderma virensLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acids and conjugates  
Direct ParentLong-chain fatty acids  
Alternative Parents
Substituents
  • Long-chain fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Straight chain fatty acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.14ChemAxon
pKa (Strongest Acidic)5.03ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity87.38 m³·mol⁻¹ChemAxon
Polarizability37.58 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0245277  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001232  
Chemspider ID150459  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound172146  
PDB IDNot Available
ChEBI ID50573  
Good Scents IDNot Available
References
General References
  1. Arundina I, Frimayanti N, Surboyo MDC, Budhy TI, Iskandar B, Pradana A, Rahmaputry T: In Silico Study of Liquid Smoke Rice Husk against COVID-19. Eur J Dent. 2022 Sep 8. doi: 10.1055/s-0042-1750776. [PubMed:36075262  ] 
  2. Bartkiene E, Starkute V, Zokaityte E, Klupsaite D, Mockus E, Bartkevics V, Borisova A, Gruzauskas R, Liatukas Z, Ruzgas V: Comparison Study of Nontreated and Fermented Wheat Varieties 'Ada', 'Sarta', and New Breed Blue and Purple Wheat Lines Wholemeal Flour. Biology (Basel). 2022 Jun 27;11(7):966. doi: 10.3390/biology11070966. [PubMed:36101347  ] 
  3. Gad HA, Mamadalieva RZ, Khalil N, Zengin G, Najar B, Khojimatov OK, Al Musayeib NM, Ashour ML, Mamadalieva NZ: GC-MS Chemical Profiling, Biological Investigation of Three Salvia Species Growing in Uzbekistan. Molecules. 2022 Aug 23;27(17):5365. doi: 10.3390/molecules27175365. [PubMed:36080131  ] 
  4. Tawfik E, Ahmed MF, Albalawi DA, Aljuaid BS, Darwish DBE, Mahmoud SF, Hassan KM, Ibrahim MFM, Abdel Razik AB: Molecular Identification of Zantedeschia Culture with Determination of Its Morphometric and Metabolic Activities for Mediterranean Acclimatization. Plants (Basel). 2022 Sep 3;11(17):2311. doi: 10.3390/plants11172311. [PubMed:36079693  ] 
  5. Gharsallah K, Rezig L, B'chir F, Bourgou S, Achour NB, Jlassi C, Soltani T, Chalh A: Composition and Characterization of Cold Pressed Moringa oleifera Seed Oil. J Oleo Sci. 2022;71(9):1263-1273. doi: 10.5650/jos.ess22095. [PubMed:36047239  ] 
  6. Salau VF, Erukainure OL, Olofinsan KA, Msomi NZ, Ijomone OK, Islam MS: Ferulic acid mitigates diabetic cardiomyopathy via modulation of metabolic abnormalities in cardiac tissues of diabetic rats. Fundam Clin Pharmacol. 2023 Feb;37(1):44-59. doi: 10.1111/fcp.12819. Epub 2022  Aug 1. [PubMed:35841183  ] 
  7. Ahiahonu EK, Anku WW, Roopnarain A, Green E, Serepa-Dlamini MH, Govender PP: Exploring indigenous freshwater chlorophytes in integrated biophotovoltaic system for simultaneous wastewater treatment, heavy metal biosorption, CO(2) biofixation and biodiesel generation. Bioelectrochemistry. 2022 Oct;147:108208. doi: 10.1016/j.bioelechem.2022.108208.  Epub 2022 Jul 16. [PubMed:35872372  ] 
  8. Ly C, Abou Chacra L, Birsal E, Haddad G, Lo CI, Amstrong N, Alibar S, Courbiere B, Bretelle F, Fenollar F: Anaerococcus ihuae sp. nov. and Mediannikoviicoccus vaginalis gen. nov., sp. nov., two new bacteria isolated from human vaginal samples. Arch Microbiol. 2022 Jul 20;204(8):508. doi: 10.1007/s00203-022-03082-7. [PubMed:35859139  ] 
  9. Yacouba A, Kuete Yimagou E, Lo CI, Tchoupou Saha OF, Alibar S, Fadlane A, Fontanini A, Brechard L, Raoult D, Lagier JC, Dubourg G: Raoultibacter phocaeensis sp. nov., A New Bacterium Isolated from a Patient with Recurrent Clostridioides difficile Infection. Curr Microbiol. 2022 Jul 20;79(9):263. doi: 10.1007/s00284-022-02959-6. [PubMed:35857140  ] 
  10. Peng L, Bai G, Wang C, Dong J, Liu Y, Sun Z, Zhen Y, Qin G, Zhang X, Demelash N, Wang T: Proteomics Insights into the Gene Network of cis9, trans11-Conjugated Linoleic Acid Biosynthesis in Bovine Mammary Gland Epithelial Cells. Animals (Basel). 2022 Jul 2;12(13):1718. doi: 10.3390/ani12131718. [PubMed:35804617  ] 
  11. Montague B, Summers A, Bhawal R, Anderson ET, Kraus-Malett S, Zhang S, Goggs R: Identifying potential biomarkers and therapeutic targets for dogs with sepsis using metabolomics and lipidomics analyses. PLoS One. 2022 Jul 8;17(7):e0271137. doi: 10.1371/journal.pone.0271137.  eCollection 2022. [PubMed:35802586  ] 
  12. Zhao W, Liu M, Qin Y, Han B, Zhang F, Zhao G: Characterization and functional of four mutants of hydroxy fatty acid dehydrogenase from Lactobacillus plantarump-8. FEMS Microbiol Lett. 2022 Jul 28;369(1):fnac060. doi: 10.1093/femsle/fnac060. [PubMed:35798009  ] 
  13. Xie D, Huang J, Zhang Q, Zhao S, Xue H, Yu QQ, Sun Z, Li J, Yang X, Shao M, Pang D, Jiang P: Comprehensive evaluation of caloric restriction-induced changes in the metabolome profile of mice. Nutr Metab (Lond). 2022 Jun 27;19(1):41. doi: 10.1186/s12986-022-00674-4. [PubMed:35761356  ] 
  14. Martinez E, Orihuela CJ, Campos-Gomez J: Pseudomonas aeruginosa Secretes the Oxylipin Autoinducer Synthases OdsA and OdsB via the Xcp Type 2 Secretion System. J Bacteriol. 2022 Jul 19;204(7):e0011422. doi: 10.1128/jb.00114-22. Epub 2022 Jun  6. [PubMed:35658521  ] 
  15. Perveen K, Bukhari NA, Al Masoudi LM, Alqahtani AN, Alruways MW, Alkhattaf FS: Antifungal potential, chemical composition of Chlorella vulgaris and SEM analysis of morphological changes in Fusarium oxysporum. Saudi J Biol Sci. 2022 Apr;29(4):2501-2505. doi: 10.1016/j.sjbs.2021.12.033. Epub  2021 Dec 20. [PubMed:35531239  ] 
  16. LOTUS database [Link]